# 38 Landing Meadow Road, Smithtown, NY 11787

> **TL;DR:** 7bd/6ba single family, $3,995,000 ($1027/sqft), built 1828, 3,891 sqft.
> Fireplace, Waterfront, View, Hardwood. Est. $21,366/mo. Listed 1 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $3,995,000 |
| Price/sqft | $1027 |
| Bedrooms | 7 |
| Bathrooms | 5 full, 1 half |
| Square Feet | 3,891 |
| Year Built | 1828 |
| Lot Size | 971,388 sqft (22.30 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 1 |

## Why This Home Stands Out

- **Waterfront** - Direct water access
- **Views** - Water, River
- **Hardwood Floors** - Throughout the home

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $20,201 |
| Estimated Insurance | $1,165 |
| **Total** | **$21,366** |

## Nearby Schools

- **Elementary:** Accompsett Elementary School
- **Middle:** Accompsett Middle School
- **High:** Smithtown High School-East

## Key Amenities

- Fireplace
- Waterfront
- View
- Hardwood
- A/C

## Property Highlights

- Built in 1828
- 22.30 acre lot
- 2 stories
- Fireplace
- Waterfront

## Description

### Agent Description
Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6,000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms. The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor acess to side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time. Besides the grand Manor home the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a "bank" barn with four 12x14' horse stalls, a tack room and hayloft. Besides this barn is another smaller barn also with four 12x12' horse stalls. On the grand 20 acre land preserve is an extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest. Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

## Location

- **Address:** 38 Landing Meadow Road, Smithtown, NY 11787
- **County:** Suffolk County
- **Coordinates:** 40.871302, -73.195142
- **Google Maps:** https://www.google.com/maps?q=40.871302,-73.195142

## Listing Agent

- **Name:** Philip C. Laffey
- **Brokerage:** LAFFEY REAL ESTATE
- **Phone:** 5163591489

## Primary Photo

![38 Landing Meadow Road - Primary Photo](http://lh.rdcpix.com/675b32da53e65385550862b788273b3fl-f622485517r.jpg)

*46 total photos available on [listing page](https://www.propertysimple.ai/listing/38-landing-meadow-road-smithtown-ny-11787-1022766)*

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**MLS#:** 1022766 | **Updated:** 2026-08-01
**Source:** listhub

*Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/38-landing-meadow-road-smithtown-ny-11787-1022766)

---

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